Boyd Cru Wine Event: A Flight And A Bite
Aug
5

Boyd Cru Wine Event: A Flight And A Bite

TICKETS AVAILABLE HERRE

Join us at Leo as we celebrate local winemakers, Boyd Cru Wines with a special Flight and Bite! We’re serving up a curated wine flight paired with a tasty bite from Chef Matthew Lego—all designed to bring out the best in each pour. Discover the stories behind the wines and enjoy a relaxed, flavorful evening celebrating local craftsmanship.
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4th of July Picnic Pack
Jul
3

4th of July Picnic Pack

Skip the grill and let Leo Restaurant handle your July 4th spread! Our 4th of July Picnic Pack is packed with festive favorites, made fresh and ready for easy pickup. Whether you're hosting a backyard bash or heading out on the water, we’ve got everything you need for a delicious, no-stress celebration. Each pack feeds 5-7 hungry guests and includes:
Maryland Crab Soup
12 Pulled Pork Sliders with Buns and Alabama White Sauce
Roasted Beet Dip
Marinated Tomato Salad
Summertime Pickles
For pickup only on Thursday, July 3rd, between 2pm and 5pm. If you would like to request an earlier or later pickup time that day, please email: info@leoannapolis.com. Substitutions will not be available with this offer.

CLICK HERE TO RESERVE A PACK

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Seasons Wine Pairing
Jun
25

Seasons Wine Pairing

Join us for a Spanish-themed wine tasting experience featuring our neighbors at Seasons olive oils and vinegar. Chef Matt and his team have created a themed menu of five pairings with bold and rich flavors, perfect for enjoying with wines from all over Spain. Seasons owner, Soraya Aguilar will be with us to talk about her family's beautiful story and how her exquisite products are made.

Tickets available here

This is a 21+ event.
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Meet The Artist- Jeff Huntington for Annapolis Arts Week
Jun
12

Meet The Artist- Jeff Huntington for Annapolis Arts Week

In conjunction with Annapolis Arts Week, we are excited to be a part of BOUNCE Gallery Walk!  Jeff Huntington will be painting an original mursl on the excterior of Leo and hanging out after for drinks and conversation.  To see all the participating businesses on the walk, visit: 
https://www.annapolisartsweek.com/events/gallery-walk
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Pride Parade Day
May
31

Pride Parade Day

Celebrate Pride in Annapolis at Leo on parade day!  We will be opening early at 11am for lunch, serving up Pride-themed cocktails, and we're the best place to watch the parade go by on West Street.  Walk-ins welcome, reservations recommended.  
Click HERE to reserve your spot.  
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Catfish Cookoff
May
3

Catfish Cookoff

Taste delicious catfish dishes from local restaurants, judged by photographer Jay Fleming, Chef John Shields & Kevin Atticks, MD Secretary of Agriculture! Enjoy live music, cooking demos, fish-cutting demos, and a lecture from a fisheries scientist on invasive species. The Chesapeake Catfish Cook-off isn’t just an event—it’s a movement. 
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